Ethyl 3-nitro-4-(trifluoromethyl)benzoate → Ethyl 3-amino-4-(trifluoromethyl)benzoate

HRID 1361664Notes

Reaction equation

HRID 1361664 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][C:14]=1[C:15]([F:18])([F:17])[F:16])[C:7]([O:9][CH2:10][CH3:11])=[O:8])([O-])=O>CCO>[NH2:1][C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][C:14]=1[C:15]([F:16])([F:17])[F:18])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

3

Reactant 1

HCID 19783148Ethyl 3-nitro-4-(trifluoromethyl)benzoate

Product 1

HCID 19783159Ethyl 3-amino-4-(trifluoromethyl)benzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-nitro-4-(trifluoromethyl)benzoate (11.58 g, 44 mmol) was taken up in EtOH (150 ml) and vacuum purged. Then, under a nitrogen atmosphere, Pd/C (1.15 g) was added. The mixture was stirred at RT overnight under a hydrogen atmosphere using a balloon. The reaction was filtered through a pad of celite and the filtrate reduced under reduced pressure to give ethyl 3-amino-4-(trifluoromethyl)benzoate a white solid.

Workup

  1. customvacuum purged
  2. additionThen, under a nitrogen atmosphere, Pd/C (1.15 g) was added
  3. filtrationThe reaction was filtered through a pad of celite

Sources & evidence

ORD record
ord-ad8d9f4bd54d425c9fb49e566faf4883
Source dataset
uspto-grants-2011_02
Patent number
US07880000B2

Reaction notes

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